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Two-photon absorption decolorizable material, two-photon absorption refractive index modulation material, two-photon absorption polymerization material, two-photon absorption polymerization method and three-dimensional optical recording material

a technology of refractive index modulation and two-photon absorption, which is applied in the direction of photosensitive materials, instruments, spectales/goggles, etc., can solve the problems of inability to anticipate the future demand for sufficient recording capacity and difficult practicability, and achieve the effect of efficient decolorization

Inactive Publication Date: 2009-09-01
FUJIFILM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention provides a two-photon absorption decolorizable material that can be used in a three-dimensional optical recording medium, a three-dimensional display, and a three-dimensional photoshaping material. The material includes a two-photon absorption dye and a decolorizable dye that can be efficiently decolorized by a non-resonant two-photon absorption. The invention also provides a two-photon absorption polymerization method and a three-dimensional optical recording material, a recording-reproducing method, and a three-dimensional display and photoshaping material utilizing the decolorizable material. The decolorizable dye can be selected from a variety of dyes, including cyanine dyes, squarilium cyanine dyes, and styryl dyes, among others.

Problems solved by technology

In such inorganic materials, however, a practical application is very difficult because of a difficulty in so-called molecular designing for optimizing the desired non-linear optical characteristics and physical properties required for the preparation of a device.
However, in an existing two-dimensional optical recording medium such as DVD-R, a storage capacity is limited to about 25 GB at maximum because of the physical principle even if a short wavelength is employed for recording and reproduction, and a sufficiently large recording capacity capable of meeting the future demand cannot be anticipated.

Method used

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  • Two-photon absorption decolorizable material, two-photon absorption refractive index modulation material, two-photon absorption polymerization material, two-photon absorption polymerization method and three-dimensional optical recording material
  • Two-photon absorption decolorizable material, two-photon absorption refractive index modulation material, two-photon absorption polymerization material, two-photon absorption polymerization method and three-dimensional optical recording material
  • Two-photon absorption decolorizable material, two-photon absorption refractive index modulation material, two-photon absorption polymerization material, two-photon absorption polymerization method and three-dimensional optical recording material

Examples

Experimental program
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Effect test

example 1

Synthesis of Two-Photon Absorption Dye of the Invention

(1) Synthesis of D-73

[0497]A two-photon absorption dye D-73 of the invention can be synthesized by a following method.

[0498]

[0499]14.3 g (40 mmol) of a quaternary salt [1] were dissolved in 50 ml of water, then 1.6 g (40 mmol) of sodium hydroxide were added and the mixture was agitated for 30 minutes at the room temperature. An extraction with ethyl acetate was conducted three times, and the extract was dried over magnesium sulfate and concentrated to obtain 9.2 g (yield 100%) of a methylene base oil [2].

[0500]3.97 g (40 mmol) of dimethylacrolein [3] were dissolved in 50 ml of acetonitrile, then 6.75 g (44 mmol) of phosphor oxychloride were dropwise added under cooling at 0° C., and the mixture was agitated for 10 minutes at 0° C. Then an acetonitrile solution of 9.2 g of methylene base [2] was dropwise added, and the mixture was agitated for 4 hours at 35° C. After it was poured in 100 ml of iced water, 16 g of sodium hydroxide...

example 2

[Evaluation of Three-Dimensional Refractive Index / Absorbance Modulation by Two-Photon Absorption Decolorizable Material]

[0525]In the following, there will be explained a three-dimensional refractive index modulation method and a three-dimensional absorbance modulation method utilizing a decolorization of a decolorizable dye, caused by a two-photon absorption of the two-photon absorption material of the invention.

[0526]Samples 101-103 of the two-photon absorption decolorizable material of the present invention and Comparative Samples 1-3 were prepared with following compositions.

[0527]

two-photon absorption dye: D-1282parts by masselectron donating compound: ED-121parts by massdecolorizer precursor: diphenyliodonium25parts by masshexafluorophosphatedecolorizable dye: G-5710parts by massbinder: poly(methyl methacrylate - 5%42parts by massethyl acrylate) copolymer (Aldrich Inc.)(average molecular weight: 101,000)solvent: methylene chloride (acetone,300parts by massacetonitrile or methan...

example 3

[Two-Photon Absorption Polymerization Method by Residual Decolorizable Dye Latent ImageLatent Image Sensitized Polymerization Method]

[0542]In the following, there will be explained a three-dimensional refractive index modulation method by a two-photon absorption polymerization material which causes a polymerization by a latent image of the residual decolorizable dye.

[0543]Two-photon absorption polymerization materials 201-204 were prepared, in a dark room, by dissolving a two-photon absorption dye, an electron donating compound, a decolorizable dye, a decolorizer precursor, a polymerization initiator, a polymerizable compound and a binder in methylene chloride of 2-5 times amount (acetone, acetonitrile or methanol being partially employed if necessary) as shown in Table 1. In Table 1, percentage is represented by wt. %.

[0544]

TABLE 1two-photon absorption dyeelectron donat-decoloriz-decolorizer precursorpolymerizable compoundsampleing compoundable dyepolymeriza-tion initiatorbinder20...

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Abstract

A two-photon absorption decolorizable material comprising: a two-photon absorption dye executing a two-photon absorption; and a decolorizable dye having a molar absorption coefficient equal to or less than 100 at a wavelength of a light irradiated at the two-photon absorption, wherein the decolorizable dye is decolorized by an electron transfer or an energy transfer utilizing an excitation energy obtained by the two-photon absorption of the two-photon absorption dye.

Description

BACKGROUND OF THE INVENTION[0001]1. Field of the Invention[0002]The present invention relates to a two-photon absorption decolorizable material characterized in having a large non-resonant two-photon absorbing cross section and capable of decolorizing the non-resonant two-photon absorption dye itself or a separately added decolorizable dye, and a two-photon absorption material for refractive index modulation or absorbance modulation utilizing the same, and a three dimensional optical recording medium.[0003]2. Description of the Related Art[0004]A non-linear optical effect generally indicates a non-linear optical response proportional to a second, third or higher power of an applied photoelectric field, and a second-order non-linear optical effect, proportional to a square of an applied photoelectric field includes a second harmonic wave generation (SHG), a photorectification, a photorefractive effect, a Pockels effect, a parametric amplification, a parametric oscillation, a photofre...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): G03H1/04
CPCB82Y10/00C08F2/50G03F7/0037G03F7/0045G03F7/031G11B7/246G11B7/249G02C2202/14Y10T428/21G11B7/2463G11B7/2467G11B2007/24612Y10S430/146G11B7/0045
Inventor TAKIZAWA, HIROO
Owner FUJIFILM CORP
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